The 28 Day Project: Make Progress on What Matters | Rich Armstrong | Skillshare

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The 28 Day Project: Make Progress on What Matters

teacher avatar Rich Armstrong, Multi-hyphenate Artist

Watch this class and thousands more

Get unlimited access to every class
Taught by industry leaders & working professionals
Topics include illustration, design, photography, and more

Watch this class and thousands more

Get unlimited access to every class
Taught by industry leaders & working professionals
Topics include illustration, design, photography, and more

Lessons in This Class

    • 1.

      Intro

      1:26

    • 2.

      The 28 Day Project Structure

      1:09

    • 3.

      Why 28 Day Projects Work

      3:43

    • 4.

      Your Next 28 Day Project

      3:17

    • 5.

      Choosing a Project Exercises

      6:31

    • 6.

      End of Week 1 Checkpoint

      1:02

    • 7.

      End of Week 2 Checkpoint

      0:54

    • 8.

      End of Week 3 Checkpoint

      1:11

    • 9.

      End of Week 4 Checkpoint

      1:59

    • 10.

      Tips & Tricks

      3:15

    • 11.

      Conclusion

      0:49

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About This Class

A simple 28 day project course to help creatives beat procrastination, build daily habits, and finally make progress on what matters—one small step at a time.

Stuck in “I’ll get to it someday” mode?

This 28 day project course gives you a simple, repeatable system to finally start—and keep going—on the things that matter most to you.

Whether you want to build a creative habit, finish a side project, improve your health, or learn a new skill, this 28 day structure helps you move from ideas in your head to real progress in your life.

The 28 day project (28dp) method helps you:

  • Set one clear focus
  • Take small daily actions (even 5 minutes counts)
  • Review and adjust on a weekly basis
  • Build momentum & confidence
  • Make sustainable progress

Instead of burning out on huge goals or abandoning long challenges, you’ll learn a just-right framework that fits inside a real, messy life—with work, family, and low-energy days included.

What you’ll learn inside this course

By the end of the course, you’ll be able to:

  • Use the 28 day project structure
    Understand exactly how a 28dp works, how to start, and how to repeat it every month so you keep making progress.

  • Choose the right project for this season of your life
    Use practical exercises to brain-dump ideas, filter the noise, and pick a project that’s exciting and realistic.

  • Beat procrastination with tiny daily wins
    Design a project that works even if you’re tired, busy, or perfectionistic—by focusing on daily contact, not daily completion.

  • Build habits that actually stick
    Turn your project into a simple daily ritual, anchored to your existing routines, so showing up becomes easier over time.

  • Use weekly checkpoints to stay on track
    Follow guided reflection prompts at the end of weeks 1–4 so you can adjust quickly, instead of quitting when things get hard.

  • Turn lessons into long-term change
    Capture what you’ve learned about yourself, your patterns, and your craft so each 28 day project upgrades the next one.

You’ll also get project ideas, check-in questions, braindump prompts, and practical tips for removing friction, tracking your streak, and staying motivated—especially on the days you don’t feel like it.

Who this 28 day project course is for

This course is perfect if you:

  • Have too many ideas and never know what to focus on
  • Start projects, but struggle to finish them
  • Feel overwhelmed by big goals, long challenges, or complicated systems
  • Want a simple, flexible structure you can reuse every month
  • Are a creative, maker, or multi-passionate human who wants to see real progress without burning out

If you’ve ever thought, “I just need a clear plan and some gentle structure”, this is it.

What you need

  • No fancy tools. No special software.
  • 5–30 minutes a day you can dedicate to your project

I’ll walk you through the rest.

Why take this course now?

Waiting for the “perfect moment” is how months and years disappear.

With a 28 day project, you don’t wait until life calms down—you design a tiny, winnable game that fits the life you already have.

If you’re ready to:

  • Stop circling the same goals
  • Start a creative or personal project you’ve been avoiding
  • Build a sustainable system you can use every single month

…then enrol now, choose your first 28 day project, and let’s make meaningful progress—one small day at a time.

Meet Your Teacher

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Rich Armstrong

Multi-hyphenate Artist

Top Teacher

Hey! I'm a multi-hyphenate artist who's authored books, spoken at conferences, and taught thousands of students online. I simply love creating--no mater if it's painting murals, illustrating NFTs on Adobe Live, coding websites, or designing merch.

My art is bold and colourful and draws inspiration from childhood fantasies. I have ADHD but am not defined by it, dance terribly, and can touch my nose with my tongue.

I'm pumped about helping creatives achieve creative success--whether that's levelling-up their creativity, learning new tools and techniques, or being productive and professional. I run a free community helping creative achieve success. I'd love you to join in.

History

I've studied multimedia design and grap... See full profile

Level: All Levels

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Transcripts

1. Intro: If you're struggling to make progress on things that matter, a habit, a project, a skill, your health, I get it. My name is Rich Armstrong. I'm an artist, author, and a content creator. I've procrastinated, I felt overwhelmed and jump between ideas like a monkey chasing a banana bird. But I've also moved countries, changed careers, written books, built apps, and created over 40 online courses. So what's the difference between what I finish and what ends up half done or never started? I boiled it down into a simple structure I call the 28 Day Project method. You pick one focus. Work on it every day for four weeks, even just for 5 minutes a day and review every seven days. It's flexible, repeatable, and it fits inside your life. It even works for procrastinators and perfectionists. Students have used it to finish projects, create habits, and learn new skills, and you can use the method to make progress on whatever is meaningful to you time and time again. In this course, you'll learn the method, understand why it works, choose your next 28 day project, be guided through the weekly checkpoints and learn how to repeat it monthly. With this method, you stop waiting for someday and start today. If you're ready to make progress on what matters, then let's do this. 2. The 28 Day Project Structure: How does a 28 Day Project work? It's really simple. It's a four week project cycle where you touch your project every day. We kick off on the first Monday of every month, same start day, same end day, easy rhythm, easy planning. Then at the end of every week, we reflect, review, and adjust course, if necessary. I'll take you through each of these checkpoints in more detail later on in the course. And that's the simple, repeatable structure of a 28 day project. It's predictable enough to be calming, flexible enough to be livable. Now, two important caveats. Caveat number one, that sometimes a month will have five weeks. When this happens, you have three options. Take a rest week, do a seven day pala cleanser project, or extend to a 35 day project. Caveat number two is what if you want to get started on a 28 day project now, today, but it's in the middle of the month. No problem. Do a shorter project now then sync with everyone in the next cycle. Now, in the next lesson, I'll cover why 28 day projects work so well, so I'll see there. 3. Why 28 Day Projects Work: So why 28 days? Why this method? Why not 100 day project or a 365 day challenge or just doing life the way you always have. Here's the thing. The 28 Day Project helps you finally make progress on the things that actually matter to you. The things you keep saying you'll get to one day, the things you start and stop, the things that sit quietly at the back of your mind whispering, Hey, remember me. It's for those things. Now, there are probably tons of reasons the 28 Day Project method works so well, but I've got seven to go through in this lesson. Number one, it's the right amount of time. 28 days is long enough to make real progress, but short enough that your brain doesn't freak out. As Goldilocks would say, just right. It's not a huge mountain. It's not a forever marathon. It's just four weeks of focus. And the time you spend each day is totally flexible. 5 minutes, 30 minutes, 2 hours, you decide you bend it to fit your life, your energy, your season. Two, the structure is simple. Which means it's hard to mess up or break or forget. It's modular, it's predictable, and it fits into weeks and months and seasons, which is how we already think about time. You get 12 shots a year to focus on something that matters, and it has these built in checkpoints every seven days. That rhythm helps you reflect, adjust and keep momentum going. Reason number three is that it creates focus. You can't do everything, and that's the point. You get one focus per month. That forces clarity. You start saying yes to one thing and automatically no to the noise, no to everything else. Over time, that focus crystallizes what you actually want, not what you think you should want. Four, it builds daily action. This isn't about finishing something huge in one go. It's about showing up every day, even for 5 minutes. That small daily act tells your brain, I'm doing this. No, I'll start when I have the time. That's how you beat procrastination, perfectionism, and overwhelm. Consistency over intensity. Good days, bad days, they all count. You'll see that progress adds up, that consistency breeds quality, and that self judgment slowly turns into self trust. Reason number five is that it builds habits. When you do something every day for four weeks, it starts to stick. You're wiring a new default in your brain. And if you anchor it to something you already do like drinking coffee, brushing your teeth, sitting at your desk, it almost runs on autopilot. Repetition leads to motivation. Not the other way around. Reason six, you upgrade yourself. Each project cycle changes you. You gather new data, new confidence, new self knowledge. You learn what energizes you, what drains you, and what actually matters. You build momentum and start seeing yourself as the kind of person who follows through. And that's huge. Every 28 days, you level. And reason seven, you learn a ton about yourself, your craft, your patterns, and life. Some lessons hit early, some sneak in on day 26, and some only make sense months later. But the point is, you learn by doing by showing up again and again and again. That repetition unlocks the magic. So, yeah, that's why the 28 Day Project works. It's doable, it's flexible, it's transformational. It turns someday into today, and I should do this thing into I did this thing. In the next lesson, I'll help you choose a project for your next 28 Day Project cycle. I'll see there. 4. Your Next 28 Day Project: Alright. Now it's time to choose something to work on for the next 28 days. My 28 day projects are typically important things. My brain things I can only work on when I have large amounts of uninterrupted time. But this is just my brain being a perfectionist. You can work on meaningful things in small amounts of time each day. So, write down all the things you want to do, especially the things you rarely want to do, but haven't made progress on. Planning that once in a lifetime holiday, learning a new skill or piece of software, updating your portfolio, getting a new job, practicing yoga, meditating, making your garden look nice, finishing your write it all down. Then pick one you want to focus on for the next 28 days. Don't overthink it. Remember, in 28 days, you'll choose a new project or recommit to this one. Quick interlude. If you have a vigilian project ideas and cannot simply pick one, or you feel like you have no ideas, skip this lesson and watch the choosing a Project exercise lesson. There, I'll help you surface all your ideas and then filter them. Also, have a look at the project ideas PDF. You'll find a bunch of great ideas that may spark ideas for your own 28 Day Project. Okay, into Lou Dutton. Now that you've got a project, let's set expectations and prime your brain for action. We can do this with two questions. Firstly, how much time does your brain realistically feel comfortable with spending on your project every day? Look at your calendar and tailor what's possible to the month ahead. Go as low as you need to so that your brain's not freaking out. You want this to be a game your brain believes it can win. Secondly, where and at what time of day are you going to work on your project, and will you anchor it to an existing habit, which is always going to make this easier? Be as specific as possible 9:00 A.M. While drinking my coffee at the breakfast table, when I sat down at my desk to start working during my lunch break in the park. Okay, you've got your project. Now there's just a few more things to do that'll help you pitch up daily and make progress. Number one, print out the tracker, fill in your project details and strike off the days you pitch up. Sometimes maintaining your streak is the only thing that gets you to pitch up each day. And that's great. If you can trick yourself into spending time on your project, eventually the intrinsic motivation will kick in and motivate you. Two, a daily block in your calendar and set a daily alarm. This reminds you to do your project visually and audibly, and it prevents other people from hijacking your project time. Three, tell at least one person or a community what you plan to do for the next 28 days. This provides some light accountability. Also, when people close to you know what you're doing every day, they won't innocently sabotage your efforts. They may even help you like, Hey, do you mean to be writing your book now? Alright. With those things done, on the first Monday of the month, start your new 28 Day Project. In the next lesson, I cover some exercises to help you brainstorm project ideas and narrow down your choices. If you've already got a project, skip that lesson and head over to the checkpoint videos. Alright. See you soon. 5. Choosing a Project Exercises: If you're struggling to come up with a project, either because you have a lot of ideas or because you don't have any ideas, I've got some exercises that are going to help. They'll help you surface buried ideas, filter out the noise, and create a concrete project. There's also a project Ideas PDF you can look at to spark some ideas for your own projects. The first exercise we're going to do is a brain dump. We do this so our brain can stop storing and managing and start creating, start ideating, start connecting. So grab a big page or open up your Notes app and dump it all, like, get everything out. Use a mind map or columns or post its, whatever works best for you. Here's a few prompts to get you going. One, what's been on your list forever? Two, what do you want to get better at? Three, what are you curious about? Four, what are your wildest dreams? Five, what do you love? Six, how do you rest? Seven, how can you improve your health, both physical and mental? Eight, what are you struggling to make progress on? And nine, what opportunities are open this month? Exercise two, project ideas. For the second exercise, look at your brain dump and circle items that excite you. Then combine with other items to create interesting projects so that they go from vague to concrete. We'll get to the finer details later on, but here are some examples of projects that combine multiple items from the brain dump exercise. Example number one, cook healthy vegan lunches. So you might be curious about a non meat diet. You love cooking, and you want to improve your family's health. Example two, draw friends dogs. You love drawing, want to get better at it, and you'll also spend time with your friends and their dogs, and you decide to gift the drawings to your friends when you're done. Seriously, this works on so many levels, like just checks boxes all over the place. Example, number three, meditate and manifest in the morning, which is a lovely alliteration. But let's say that you want mental clarity, reduced anxiety, and you're curious about manifesting what you want. Like, how does that actually work? So, write your project ideas down on a separate page, and then in the next exercise, you'll filter out project ideas. Do Exercise three, the filter. In this exercise, for each of the project ideas you've got written down, fill in the blanks of this sentence. I really, want to put your project idea in there for 28 days because and then put your reason. This will sink some project ideas, which is fine, but it will also bring others to the surface. If the reason is thin or icky, just cross it out. And if it lights you up or clearly solves a real pain, then keep it. If none of the project ideas make it through this filter, that's okay. Just ask yourself, what do I really, really want to do for 28 days? And why? Then come up with that list. That's the good list. In the next exercise, we'll take a look at what's going on in your life next month so that we can plan a project that actually fits into your life. Bob. Exercise four fit it in. Now that you've got some project options, have a look at your calendar. Be honest. What can you fit in? What can you do this month? Do you have a busy month coming up? What season is it? Are you traveling? Are your kids home on holiday? Or do you have an empty schedule? Don't over promise here. You want a game you can win. So start coming up with some project ideas to fit your calendar, to fit your next month. In the next exercise, we'll get into the details. Oh. Exercise five. The rules. Okay, you've got some project ideas and a rough idea of what kind of a month you need to fit your project into. Now you're going to make some rules. Rule number one is time. How much time are you going to spend on your project every day? What's your daily minimum and is there a maximum amount of time that you're going to spend? Two. When and where. So when and where are you going to do your project? This could be a time and a place or anchor to a habit like while drinking coffee before bed after sitting down at your desk. And then rule number three are constraints. Constraints boost creativity and make it fun. So what constraints are you going to put in place? How can you limit your tools, your subject, and your format? Now, write down your projects in full. Here's a rough template I like to use. Every day for 28 days, I will do X, your project for Min to Max time when, where, using tools, constraints. Like, that's really specific. So here are some examples. Every day for 28 days, I will draw my friends dogs for 30 minutes around 9:00 A.M. After we walk the dogs using charcoals and an A three pad. Or every day for 28 days, I will meditate and manifest at the breakfast table for 20 to 40 minutes after drinking my coffee. Now you've got some concrete project options with details that fit into your month. If you've got more than one project on your list and there isn't a clear winner, choose the one that best suits you right now for this next month or the one that you're most excited for. And if you really can't choose, just go for the one at the top of the list. Next month, you can go for number two on the list. Okay, you've got your project. Now, there's just a few more things to do that'll help you pitch up daily and make progress. Number one, print out the tracker, fill in your project details and strike off the days you pitch up. Sometimes maintaining your streak is the only thing that gets you to pitch up each day. And seriously, that's great. If you can trick yourself into spending time in your project, eventually the intrinsic motivation will kick in. Two, put a daily block in your calendar and set a daily alarm. This reminds you to do your project, both visually and audibly, and it prevents other people from hijacking your project time. Three, tell at least one person or the community what you plan to do for the next 28 days. This provides some light accountability. Also, when people close to you know what you're doing every day, they won't innocently sabotage your efforts. They may even help you like, Hey, aren't you meant to be writing your book or aren't you meant to be doing your meditations now? Okay, with those things done, on the first Monday of the next month, start your new 28 Day Project. In the next few lessons, I'll cover what to do at each of the four checkpoints. I'll see you there. 6. End of Week 1 Checkpoint: Okay, one week down. Yeah. Now it's time for a super quick check in. Ask yourself the following questions. One, is your project working? If not, what's not right? Maybe the time of day is wrong? Maybe you're trying to do too much every day, maybe something else. Number two, what have you learned or noticed so far about yourself, your theme or working with the 28 Day Project method? Maybe you discovered that waking up at 5:00 A.M. Makes you far more productive during the rest of the day or maybe that once you started working on your project, it was really hard to stop. Things like that. Number three, what could you tweak in week two? Maybe you want to try doing your project after dinner. Maybe you want to spend more time on it. Maybe you want to make it more playful. Write it all down and try out your tweaks in week two. These are golden byproducts of the 28 Day Project method, seriously. And then if you're up for it, post a mini reflection or a photo in the community. You'll inspire someone else, and that often feeds your own fire. 7. End of Week 2 Checkpoint: Whoa, yeah, halfway done already. Pretty well, right? Now pause for a second and feel that momentum. Let it sink in. Then ask, how has week two been different from week one? Maybe it's felt like there is some kind of muscle memory after two weeks. Maybe it's got boring. Maybe you hit the dip in motivation. Question two, ask yourself, What have I learned or noticed this week? Maybe something finally made sense in an app you're learning or you wrote without judging yourself as much. Three, what adjustment would make the next two weeks smooth? You need to leave out your supplies or leave yourself notes of where you got to the day before or maybe decrease the amount of time you spend each day. Write it all down and try out your adjustments in the third week. And optionally, share a nugget or process picture in the community. Sometimes a little bit of connection can recharge. 8. End of Week 3 Checkpoint: Right, three weeks in the finish line is close. Now it's reflection and transision mode. Ask yourself, one, how has my project evolved? Maybe it's less about the tools and more about the content. Maybe the struggle has changed from pitching up every day to saying something different each day on social media. Two, how would you like to finish this project? Ponder this even if you intend to carry the project on during the next cycle. Maybe you write about it on Substack. Maybe you complete a set of tutorials. Maybe you release your song on YouTube and then get on to the rest of your songs in the next month. Three, how do I feel about ending this project? Are you ready? Sad? Maybe you're excited. Does it feel good? Does it feel like you're just getting started, maybe? And number four, what are you looking forward to when this 28 day cycle ends? Write it all down, and remember, it's all a byproduct of the 28 Day Project method. Now, in this final week, gather insights, tie up loose ends, and start sketching ideas for your next 28 day project. Even if you are doing something similar or the same project, what are you going to change about your next cycle? 9. End of Week 4 Checkpoint: Alright, you did it 28 days of intentional action. That's huge, seriously. Before you celebrate, though, grab the loot the learnings, the good stuff, the gems, the jewels that you can take forward into your next cycle. Ask yourself, one, did my project meet my expectations? Why or why not? Two, what's the difference between now and on day one? Maybe you feel far more relaxed, more confident. Maybe you've begun to focus on what you're creating rather than finding the right tools. Three, is there something you'd like to do differently next time. Maybe you'll schedule more time each day. Maybe you'll make it more project based. Maybe you'll deal with friends or part of a community. Maybe you'll make it more fun or playful. Four, what did you learn? You can reference what you noted during your last three checkpoints here, too. Five, what parts of this project, if any, will you keep up once you begin a new 28 day project? Maybe you want to keep waking up at 5:00 A.M. Maybe you want to keep working on your website. You can choose to do it again for your next 28 day project, totally possible, totally loud, or you can spend time with it in another way. It may have become a habit. It may be something you schedule once a week or once a month, or maybe you just want to spend the next two weeks just finishing it off. Totally cool. Number six, what's your next 28 Day Project going to be? Then celebrate properly. Dance, drink chocolate milk, give yourself a high five. You showed up for 28 days in a row. You made progress, and that's rare and powerful. Now, if the next first Monday of the month is tomorrow, roll into a new cycle. If there's a spare week, choose one of the following options. One, rest for a week. There's only four or five of these gaps per year. Two, do a seven day palate cleanser project, something light, something fun, or something just totally random. Or three, extend this project to a 35 day project if you're in flow. Whichever you pick, keep the rhythm going, and I'll see you in the next cycle. 10. Tips & Tricks: In this lesson, I'm going to cover six pieces of advice, tips and tricks that'll help you keep on pitching up for your 28 day projects. Number one, think chapter, not book. You don't need to do it all in 28 days. Break big goals into small, satisfying slices, a feature, a chapter, a batch, step. Small wins build big momentum. Two, use time as your metric. If completing something every day of your 28 day project overwhelms you, stresses you out, or impacts the rest of your day, change your metric. Don't aim to finish something every day. Aim to spend time with it. Go for daily contact, not daily completion. Rather than finishing a painting, paint for 30 minutes. Rather than writing a chapter, write for 20 minutes. Rather than completing a walking route, walk for 10 minutes. Set a tiny minimum, if need be. Spending time is a more sustainable and less overwhelming way to build momentum. It also prevents the all or nothing trap. Three, talk to your brain. Ask your brain, how long can I comfortably work on this each day? 60 minutes? Too long. 30 minutes, still too long. 20 minutes? Oh, okay, maybe. That's your number. Start there, and every day simply show up for that time. You'll find that once you start, momentum will often carry you further, and over time, you can ask your brain how much it can handle and update that time going forward. Four, remove friction. Most projects fail at the starting line, either the daily starting line or the monthly starting line. So remove all friction. Lay your tools out, charge your batteries, put your running shoes by the door, open your iPad ready to work, unfold your mat on the floor, plan, get supplies, whatever you need to do. Make it so that the only step left is to start. Spend 2 minutes now writing down some answers to this question. How can I make tomorrow's start easier? Then actually do one or more of those things on your list. Every bit of friction you remove raises your odds of success. Five. Share publicly. Sharing what you're doing publicly is one of the strongest motivators we have. You don't need to share on social media or some big public space. A small group of people you can stay accountable to is best. You can use a WhatsApp group or a closed community of people on a similar journey. You can also share with a coach or a mentor or with your partner or family so that they can support you and ask you why you're watching Netflix instead of working out or drawing or writing. Now, when you share your progress, you also process your thoughts and feelings and connect with others on a deeper level. You're seen supported and nudged. Questions are asked and feedback is given. An optional sharing prompte is, what did I do? What did I notice, and what's next? Number six, keep the streak visible. You want to do as much as you can to pitch up daily. A great motivator is visually tracking the days you've shown up. Some days you'll work on your project just to keep that chain unbroken. So print the tracker. Put it somewhere where you can see and check the days off. Now, there is plenty more advice where that came from. So don't hesitate to ask a question or tell us about a problem that you're facing. 11. Conclusion: Hey, I hope you've enjoyed this course and thank you so much for watching. It means a lot to me. I hope you keep using the 28 Day Project method to make progress on what matters to you. Seriously, this would mean the world to me. If you have a question, DME on threads and Instagram, I'd love to chat. You can also post a public discussion this way I can answer you and help everyone else. And if you feel up for it, I'd love to see what you've been working on during your 28 Day Project. Skillshare project and share some progress pictures and nuggets that you've been learning. And I'd love to know what you thought of this course. So please, as always, leave a review. It helps me, and it helps other students know whether they should or shouldn't take this course. And finally, to keep in touch, sign up to my mailing list, I send a daily story based email aimed at creatives. Bye for now.